CN108546384A - A kind of quick-fried pearl material of modified soy-bean protein and preparation method thereof - Google Patents

A kind of quick-fried pearl material of modified soy-bean protein and preparation method thereof Download PDF

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Publication number
CN108546384A
CN108546384A CN201810392783.0A CN201810392783A CN108546384A CN 108546384 A CN108546384 A CN 108546384A CN 201810392783 A CN201810392783 A CN 201810392783A CN 108546384 A CN108546384 A CN 108546384A
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quick
antioxidant
modified soy
bean protein
fried pearl
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CN201810392783.0A
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CN108546384B (en
Inventor
王大威
田珮
何江
吕晓煜
徐婷秀
吴江渝
郑华明
曾小平
张树
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Wuhan Institute of Technology
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Wuhan Institute of Technology
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24DCIGARS; CIGARETTES; TOBACCO SMOKE FILTERS; MOUTHPIECES FOR CIGARS OR CIGARETTES; MANUFACTURE OF TOBACCO SMOKE FILTERS OR MOUTHPIECES
    • A24D3/00Tobacco smoke filters, e.g. filter-tips, filtering inserts; Filters specially adapted for simulated smoking devices; Mouthpieces for cigars or cigarettes
    • A24D3/06Use of materials for tobacco smoke filters
    • A24D3/061Use of materials for tobacco smoke filters containing additives entrapped within capsules, sponge-like material or the like, for further release upon smoking
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F289/00Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds not provided for in groups C08F251/00 - C08F287/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/05Alcohols; Metal alcoholates
    • C08K5/053Polyhydroxylic alcohols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • C08K5/134Phenols containing ester groups
    • C08K5/1345Carboxylic esters of phenolcarboxylic acids

Abstract

The present invention relates to quick-fried pearl materials of a kind of modified soybean protein isolate and preparation method thereof.It is characterized by comprising have following components and quality proportioning:94~99 parts of modified soy-bean protein;1~5 part of plasticizer;0.5~1 part of antioxidant.Modified soy-bean protein, plasticizer and antioxidant are subjected to melting mixing by quality proportioning, and continued mechanical stirring obtains as clear as crystal mixed solution, keeps the temperature standing and defoaming until glue is uniform, it is the quick-fried pearl material of modified soy-bean protein that keeping warm mode, which descended 60~120 mesh screens, gained filtrate,.There is good thermoplasticity using the quick-fried pearl material of modified soy-bean protein that method of the present invention is prepared, oil-based solvent overflows pollution cigarette package paper interface during storage can be solved the problems, such as compared with the quick-fried pearl material of tradition, and of low cost.Without carrying out special scrap build or adding, application potential is huge.

Description

A kind of quick-fried pearl material of modified soy-bean protein and preparation method thereof
Technical field
The present invention relates to a kind of modified polymer materials, and in particular to it is a kind of by modified soybean protein isolate be material it is quick-fried Pearl material and preparation method thereof belongs to environment-friendly material technical field.
Background technology
Current quick-fried pearl is mainly used in high-grade cigarette, very popular on the market.These are embedded in cigarette filter can The pearl racked can be tobacco bring " burst " fragrance, built in liquid flavor and fragrance involvement filter stick fiber, can reach increasing The effect for adding smoke moisture, improving filter stick retention aroma effect.Meanwhile fragrance component volatilizees in capsule, and cigarette increasing may be implemented The function of fragrant, abundant mouthfeel level, makes smoker possess more abundant smoking experience.Quick-fried pearl cigarette is constantly won in world market Obtain liking for consumer.However, in the actual production use of current production, there are still problems.
The with high costs of quick-fried pearl is produced in the prior art so that quick-fried pearl cigarette is limited only to classic brands, is unfavorable for market It promotes;Quick-fried pearl capsule circularity is bad, causes encapsulation, the management and control of sieve sample inconvenient;Quick-fried pearl capsule shells brittleness is inadequate, can cause user will It is difficult to rack.
And deficiency the most main is:Oil-based solvent in quick-fried pearl oozes out and pollutes the oil mark problem of cigarette holder interface generation. Oil mark is generated, affects cigarette beauty and the usage experience of consumer, and substantially reduce the shelf-life of quick-fried pearl cigarette, in turn Affect the profit of cigarette enterprise.The generation of this oil mark mainly due to:The essence being wrapped in inside quick-fried pearl is molten by oiliness Agent is allocated, and the barrier property of capsule shells is bad, cannot stop internal oil-based solvent exudation well for a long time.And on the market Contain a large amount of glycerine in the material of most quick-fried pearl capsule shells so that oil-based solvent overflows pollution cigarette holder tipping paper interface Problem is even more serious.
In domestic and international existing quick-fried pearl capsule shell technology, it is used as by sodium alginate, gum arabic or gelatin and is mainly matched mostly Square bar material is made.But this quick-fried pearl capsule shells have certain disadvantages:One, the molecular weight of sodium alginate is relatively low to stop very well Pearl oil, therefore quick-fried pearl made of this material is easy to happen the problem of being invaded outside pearl oil in the relatively thin position of wall thickness, causes pollution fragrant Cigarette cigarette holder interface, is unfavorable for storing;Two, the eucolloids such as sodium alginate, gum arabic are easy the moisture absorption under high humidity conditions, Cause consumer experience sense bad;Three, the eucolloids price such as sodium alginate, gum arabic is above soybean protein isolate, The problems such as production cost is higher.
Invention content
The purpose of the present invention is to provide a kind of quick-fried pearl materials and preparation method thereof, by modified soybean protein isolate, increase Moulding agent, antioxidant, mixing group forms according to a certain percentage.It solves quick-fried pearl material oil-based solvent in the past and overflows pollution cigarette holder interface, easily The problems such as moisture absorption, poor brittleness, improves the usage experience of product, extends the shelf-life of product.
Scheme is used by the present invention solves above-mentioned technical problem:A kind of quick-fried pearl material of modified soy-bean protein, feature It is to include following components and quality proportioning:
94~99 parts of modified soy-bean protein;
1~5 part of plasticizer;
0.5~1 part of antioxidant.
Wherein, the preparation method of the modified soy-bean protein includes the following steps:
1) soybean protein isolate activation process:Reaction vessel is vacuumized first, under nitrogen atmosphere, by soybean separation protein Be dispersed in 2~8mol/L urea liquids in vain, under conditions of 40~70 DEG C of water-baths stir 1~2h, after be warming up to 70~90 DEG C, 1~2h is reacted, pH7~10 are adjusted to sodium hydroxide solution;
2) grafting of soybean protein isolate:Graft reaction temperature is adjusted to 50~80 DEG C, after temperature stabilization, is added and causes 10~20min, dropwise reaction monomer are stirred in agent, and control time for adding is 30~40min, and mixing speed is 160~180rpm, Grafting time is set as 2~6h, 2% terminator is added dropwise and terminates graft reaction;
3) purifying of graft product:Sample liquid is precipitated with precipitating reagent, after suction filtration obtains sediment, is washed repeatedly not anti-to remove The inorganic salts answered remove unreacted monomer and homopolymer by Soxhlet extractor with detergent at 80~110 DEG C, take out After carrying 12~48h, then with deionized water 4~8h is impregnated, being put into vacuum drying chamber after suction filtration is evacuated to 100~150Pa, 50 Dry 12~48h under the conditions of~80 DEG C.
Preferably, the plasticizer is glycerine, sorbierite, thiodiglycol, vinyl glycol, propylene glycol, polyethylene Alcohol, polyethylene glycol, ethylene glycol, propylene glycol, butanediol, acetamide, epoxychloropropane, organic carboxyl acid class, natural gum in one kind or Several mixing.
Preferably, the antioxidant is antioxidant 1010, antioxidant 1076, antioxidant CA, antioxidant 164, antioxidant One or more of DNP, anti-oxidant DLTP, antioxidant TNP, antioxidant TPP, antioxidant MB, antioxidant 264 mix.
Preferably, the mass ratio of the soybean separation protein white powder and urea liquid is 1:2~1:10.
Preferably, the initiator be sodium sulfite, ammonium persulfate, ammonium ceric nitrate, ferrous sulfate, sodium hydrogensulfite, The mixing of one or more of iron ammonium sulfate, ascorbic acid.
Preferably, the grafted monomers be methyl methacrylate, ethyl methacrylate, butyl methacrylate, The mixing of one or more of hexyl methacrylate, methacrylate.
Preferably, the terminator is the mixing of one or more of hydroquinone, benzoquinones, ferric trichloride.
Preferably, the preparation method of the quick-fried pearl material of the modified soy-bean protein includes the following steps:By modified soybean egg In vain, plasticizer and antioxidant carry out melting mixing, and it is molten to obtain as clear as crystal mixing until glue is uniform for continued mechanical stirring Liquid keeps the temperature standing and defoaming, and it is the quick-fried pearl material of modified soy-bean protein that keeping warm mode, which descended 60-120 mesh screens, gained filtrate,.
The present invention carries out soybean protein isolate activation process under nitrogen atmosphere, can effectively prevent on soybean protein isolate Active group is oxidized by oxygen, and then is conducive to the progress of graft reaction;The processing that pH is adjusted with NaOH, makes soybean protein isolate Dispersion effect is more preferable, active group exposure and and the monomer reaction being conducive on soybean protein isolate;After adequately activation makes Graft reaction it is more smooth;For activation temperature, temperature of the invention selection is more flexible, can industrially reduce energy Consumption;For grafting temperature, selection is relatively flexible, and graft reaction can be all realized in 50~80 DEG C of sections;It is removed in purification process The homopolymer and unreacted grafted monomers to get off can be used for making plank etc., can economize on resources.
Reaction equation according to the present invention is:
S2O8 2-+HSO3 -→SO4 -·+HSO3·+SO4 2-
SO4 -·+H2O→SO4 2-+H++OH·
X-H+SO4 -·/HSO3·/OH·→X·
Wherein,
" H " representative "-OH ,-NH in " X-H "2,-COOH or-SH ";" X " representative " peptide chain " in " X-H ".
Advantages of the present invention:The modified soy-bean protein of the present invention molecular weight bigger, barrier property compared with sodium alginate are wanted Better than sodium alginate, it can effectively stop that the pearl oil of capsule package is outer and invade.And the quick-fried pearl body of material of the present invention is to change Property soybean protein, used as plasticizer wherein need to only add a small amount of glycerine, glycerine reduced compared with the quick-fried pearl material of tradition Dosage greatly reduce the medium oil solvent of quick-fried pearl material during quick-fried pearl cigarette storage and overflow pollution tipping paper interface Probability.Therefore the present invention can effectively solve the problem that quick-fried pearl cigarette during storage, the oil-based solvent in quick-fried bead core material or quick-fried pearl shell The problem of oil-based solvent in body material overflows, pollutes cigarette filter interface, extends the shelf-life of product.And the present invention In quick-fried pearl material it is not easy to moisture absorption, brittleness is good, of low cost, and raw material are environmentally protective to be derived from a wealth of sources, without carrying out special set Standby transformation adds, and application potential is huge.
Description of the drawings
Fig. 1 be the embodiment of the present invention 1 modified soybean protein isolate infrared spectrum comparison diagram, wherein SPI, SPI-g-MMA, SPI-g-EMA, SPI-g-BMA indicate non-grafted soybean protein isolate and methyl methacrylate (MMA), methyl respectively The soybean protein isolate that ethyl acrylate (EMA), butyl methacrylate (BMA) are grafted;
Fig. 2 is the modified soybean protein isolate differential scanning calorimetric analysis comparison diagram of the embodiment of the present invention 1.
Specific implementation mode
For a better understanding of the present invention, the following examples are to further explanation of the invention, but present disclosure It is not limited solely to the following examples.
Embodiment 1
1) under nitrogen atmosphere, soybean protein isolate is dispersed in 2.4mol/L urea liquids.The item of the water-bath at 35 DEG C Stir 2h under part, after be warming up to 85 DEG C, react 1h, be adjusted to pH8 with sodium hydroxide solution, carry out at soybean protein isolate activation Reason.
2) graft reaction temperature is adjusted to 70 DEG C, and after temperature stabilization, ammonium persulfate and sodium hydrogensulfite, stirring is added Methyl methacrylate is added dropwise in 10min, and the graft reaction time is 4h.Copolymerization product not soluble in water is generated, removes product, instead After backwashing is washed, and soybean protein isolate graft modification is completed in vacuum drying.
3) by each component and quality proportioning:
Modified soy-bean protein:95 parts;
Butanediol:2 parts;
Propylene glycol:2 parts;
Antioxidant 1010:0.7 part;
Antioxidant 1076:0.3 part;
It is mixed by quality proportioning and carries out melting mixing, and continued mechanical stirring obtains as clear as crystal mixed until glue is uniform Solution is closed, keeps the temperature standing and defoaming, it is the quick-fried pearl material of modified soy-bean protein that keeping warm mode, which descended 80 mesh screens, gained filtrate,.
Spectrum comparison diagram according to Fig. 1, compared with soybean protein isolate SPI, product is in 1737cm-1Locate emerging C =O characteristic peaks and in 1150cm-1Emerging C-O-C characteristic peaks belong to methyl methacrylate MMA, methacrylic acid second Ester EMA, butyl methacrylate BMA, therefore can tentatively judge that MMA, EMA, BMA are successfully grafted to soybean protein isolate molecule On chain, SPI-g-MMA, SPI-g-EMA, SPI-g-BMA graft copolymer are formed.
Differential scanning calorimetric analysis comparison diagram according to Fig.2, compared with soybean protein isolate SPI, the vitrifying of product Transition temperature is significantly improved.Non-grafted soybean protein isolate glass transition temperature is at 100.59 DEG C or so, SPI-g- MMA glass transition temperatures are at 134.51 DEG C or so, and SPI-g-EMA glass transition temperatures are in 128.91 DEG C or so, SPI-g- BMA glass transition temperatures are at 113.57 DEG C or so.
Embodiment 2
1) under nitrogen atmosphere, soybean protein isolate is dispersed in 3.5mol/L urea liquids.The item of the water-bath at 35 DEG C Stir 1.5h under part, after be warming up to 85 DEG C, react 1.5h, be adjusted to pH8 with sodium hydroxide solution, carry out soybean protein isolate activation Processing.
2) graft reaction temperature is adjusted to 75 DEG C, and after temperature stabilization, potassium peroxydisulfate and anhydrous sodium sulfite, stirring is added Grafted monomers methyl methacrylate is added dropwise in 10min, and the graft reaction time is 5h.2% hydroquinone is added dropwise and terminates reaction, it is raw At copolymerization product not soluble in water, product is removed, is washed repeatedly, be dried in vacuo, completes soybean protein isolate graft modification.
3) by each component and quality proportioning:
Modified soy-bean protein:98 parts;
Sorbierite:1 part;
Antioxidant 264:0.7 part;
Antioxidant CA:0.3 part;
It is mixed by quality proportioning and carries out melting mixing, and continued mechanical stirring obtains as clear as crystal mixed until glue is uniform Solution is closed, standing and defoaming is kept the temperature, sieves with 100 mesh sieve net under keeping warm mode, gained filtrate is the quick-fried pearl material of modified soy-bean protein.
Embodiment 3
1) under nitrogen atmosphere, soybean protein isolate is dispersed in 8mol/L urea liquids.The condition of the water-bath at 35 DEG C Lower stirring 1h, after be warming up to 80 DEG C, react 2h, be adjusted to pH8 with sodium hydroxide solution, carry out soybean protein isolate activation process.
2) graft reaction temperature is adjusted to 80 DEG C, and after temperature stabilization, Cericammoniumsulfate is added, stirs 10min, grafting is added dropwise Monomer methacrylic acid ethyl ester, graft reaction time are 3h.Copolymerization product not soluble in water is generated, product is removed, washs repeatedly, Soybean protein isolate graft modification is completed in vacuum drying.
3) by each component and quality proportioning:
Modified soy-bean protein:96 parts;
Polyethylene glycol:1 part;
Propylene glycol:1 part
Glycerine:0.5 part;
Antioxidant 1010:0.5 part;
Antioxidant CA:1 part;
It is mixed by quality proportioning and carries out melting mixing, and continued mechanical stirring obtains as clear as crystal mixed until glue is uniform Solution is closed, keeps the temperature standing and defoaming, it is the quick-fried pearl material of modified soy-bean protein that keeping warm mode, which descended 60 mesh screens, gained filtrate,.
Embodiment 4
1) under nitrogen atmosphere, soybean protein isolate is dispersed in 6.5mol/L urea liquids.The item of the water-bath at 35 DEG C Stir 1h under part, after be warming up to 80 DEG C, react 2h, be adjusted to pH8 with sodium hydroxide solution, carry out at soybean protein isolate activation Reason.
2) graft reaction temperature is adjusted to 80 DEG C, and after temperature stabilization, ascorbic acid is added, stirs 10min, grafting is added dropwise Monomer methacrylic acid ethyl ester, graft reaction time are 3h.Copolymerization product not soluble in water is generated, product is removed, washs repeatedly, Soybean protein isolate graft modification is completed in vacuum drying.
3) by each component and quality proportioning:
Modified soy-bean protein:95.5 parts;
Polyethylene glycol:1 part;
Sorbierite:2 parts
Glycerine:1 part;
Antioxidant 1010:0.4 part;
Anti-oxidant DLTP:0.1 part;
It is mixed by quality proportioning and carries out melting mixing, and continued mechanical stirring obtains as clear as crystal mixed until glue is uniform Solution is closed, keeps the temperature standing and defoaming, it is the quick-fried pearl material of modified soy-bean protein that keeping warm mode, which descended 80 mesh screens, gained filtrate,.
Embodiment 5
1) under nitrogen atmosphere, soybean protein isolate is dispersed in 5mol/L urea liquids.The condition of the water-bath at 40 DEG C Lower stirring 1h, after be warming up to 75 DEG C, react 2h, be adjusted to pH8 with sodium hydroxide solution, carry out soybean protein isolate activation process.
2) graft reaction temperature is adjusted to 70 DEG C, and after temperature stabilization, ascorbic acid is added, stirs 10min, grafting is added dropwise Monomer methacrylic acid ethyl ester, graft reaction time are 6h.2% hydroquinone is added dropwise and terminates reaction, generates not soluble in water be total to Poly- product removes product, washs repeatedly, is dried in vacuo, and completes soybean protein isolate graft modification.
3) by each component and quality proportioning:
Modified soy-bean protein:95 parts;
Polyethylene glycol:0.5 part;
Sorbierite:1.5 part;
Ethylene glycol:2 parts;
Antioxidant CA:0.6 part;
Anti-oxidant DLTP:0.4 part;
It is mixed by quality proportioning and carries out melting mixing, and continued mechanical stirring obtains as clear as crystal mixed until glue is uniform Solution is closed, standing and defoaming is kept the temperature, sieves with 100 mesh sieve net under keeping warm mode, gained filtrate is the quick-fried pearl material of modified soy-bean protein.
The above is the preferred embodiment of the present invention, cannot limit the right model of the present invention with this certainly It encloses, it is noted that for those skilled in the art, without departing from the principle of the present invention, may be used also To make several improvement and variation, these are improved and variation is also considered as protection scope of the present invention.

Claims (8)

1. a kind of quick-fried pearl material of modified soy-bean protein, it is characterised in that include following components and quality proportioning:
94~99 parts of modified soy-bean protein;
1~5 part of plasticizer;
0.5~1 part of antioxidant.
Wherein, the preparation method of the modified soy-bean protein includes the following steps:
1) soybean protein isolate activation process:Reaction vessel is vacuumized first, under nitrogen atmosphere, by soybean protein isolate point Be dispersed in 2~8mol/L urea liquids, 1~2h stirred under conditions of 40~70 DEG C of water-baths, after be warming up to 70~90 DEG C, reaction 1~2h is adjusted to pH7~10 with sodium hydroxide solution;
2) grafting of soybean protein isolate:Graft reaction temperature is adjusted to 50~80 DEG C, after temperature stabilization, initiator is added, 10~20min, dropwise reaction monomer are stirred, control time for adding is 30~40min, and mixing speed is 160~180rpm, setting Grafting time is 2~6h, and 2% terminator is added dropwise and terminates graft reaction;
3) purifying of graft product:Sample liquid is precipitated with precipitating reagent after suction filtration obtains sediment to wash repeatedly unreacted to remove Inorganic salts remove unreacted monomer and homopolymer, extracting 12 by Soxhlet extractor with detergent at 80~110 DEG C After~48h, then with deionized water 4~8h is impregnated, being put into vacuum drying chamber after suction filtration is evacuated to 100~150Pa, 50~80 Dry 12~48h under the conditions of DEG C.
2. the quick-fried pearl material of modified soy-bean protein according to claim 1, it is characterised in that:The plasticizer be glycerine, Sorbierite, thiodiglycol, vinyl glycol, propylene glycol, polyvinyl alcohol, polyethylene glycol, ethylene glycol, propylene glycol, butanediol, second One or more of amide, epoxychloropropane mix.
3. the quick-fried pearl material of modified soy-bean protein according to claim 1, it is characterised in that:The antioxidant is antioxidant 1010, antioxidant 1076, antioxidant CA, antioxidant 164, antioxidant DNP, anti-oxidant DLTP, antioxidant TNP, antioxidant MB, anti- One or more of oxygen agent 264 mixes.
4. the preparation method of modified soy-bean protein according to claim 1, it is characterised in that:The soybean protein isolate with The mass ratio of urea liquid is 1:2~1:10.
5. the preparation method of modified soy-bean protein according to claim 1, it is characterised in that:The initiator is sulfurous One kind in sour sodium, ammonium persulfate, ammonium ceric nitrate, ferrous sulfate, sodium hydrogensulfite, iron ammonium sulfate, thiocarbamide, ascorbic acid or Several mixing.
6. the preparation method of modified soy-bean protein according to claim 1, it is characterised in that:The grafted monomers are first One in base methyl acrylate, ethyl methacrylate, butyl methacrylate, hexyl methacrylate, methacrylate Kind or several mixing.
7. the preparation method of modified soy-bean protein according to claim 1, it is characterised in that:The terminator is to benzene two One or more of phenol, benzoquinones, ferric trichloride mix.
8. the preparation method of the quick-fried pearl material of modified soy-bean protein according to claim 1, it is characterised in that including following step Suddenly:By modified soy-bean protein, plasticizer and antioxidant carry out melting mixing, and continued mechanical stirring until glue it is uniform, obtain As clear as crystal mixed solution keeps the temperature standing and defoaming, and it is modified soybean that keeping warm mode, which descended 60~120 mesh screens, gained filtrate, The quick-fried pearl material of albumen.
CN201810392783.0A 2018-04-27 2018-04-27 Modified soybean protein bead blasting material and preparation method thereof Active CN108546384B (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115928317A (en) * 2022-09-30 2023-04-07 武汉工程大学 Modified soybean protein non-woven fabric and preparation method thereof

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Publication number Priority date Publication date Assignee Title
CN101302410A (en) * 2008-06-04 2008-11-12 江南大学 Preparation of graft modification protein-based adhesive
CN103396886A (en) * 2013-07-26 2013-11-20 湖北中烟工业有限责任公司 Compound microcapsule wall material and application thereof in essence microcapsules for cigarettes
CN103451019A (en) * 2013-09-04 2013-12-18 湖北中烟工业有限责任公司 Microcapsule essence perfume for cigarettes as well as preparation method of microcapsule essence perfume
CN105055366B (en) * 2015-08-13 2017-12-26 武汉工程大学 A kind of modified soy-bean protein Capsules material and preparation method thereof
CN109054735A (en) * 2018-06-20 2018-12-21 滁州市光威化工有限公司 A kind of soybean protein cigarette is with packing glue and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101302410A (en) * 2008-06-04 2008-11-12 江南大学 Preparation of graft modification protein-based adhesive
CN103396886A (en) * 2013-07-26 2013-11-20 湖北中烟工业有限责任公司 Compound microcapsule wall material and application thereof in essence microcapsules for cigarettes
CN103451019A (en) * 2013-09-04 2013-12-18 湖北中烟工业有限责任公司 Microcapsule essence perfume for cigarettes as well as preparation method of microcapsule essence perfume
CN105055366B (en) * 2015-08-13 2017-12-26 武汉工程大学 A kind of modified soy-bean protein Capsules material and preparation method thereof
CN109054735A (en) * 2018-06-20 2018-12-21 滁州市光威化工有限公司 A kind of soybean protein cigarette is with packing glue and preparation method thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115928317A (en) * 2022-09-30 2023-04-07 武汉工程大学 Modified soybean protein non-woven fabric and preparation method thereof

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